Casey Key Vacation Packages for 2026

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Top Hotel Deals

A Beach Retreat

A Beach Retreat

2.5 out of 5
105 Casey Key Rd Nokomis FL
3.77 km from city center
Book a stay at this beach condo in Nokomis. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
25.04 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
25.92 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
11.24 km from city center
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
11.96 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
19.27 km from city center
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
18.51 km from city center
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
15.14 km from city center
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
31.42 km from city center
Book a stay at this beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
11.94 km from city center
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E Sarasota FL
27.47 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
5450 Bollettieri Blvd. Bradenton FL
34.29 km from city center
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
15.45 km from city center
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Ramada by Wyndham Sarasota Waterfront

Ramada by Wyndham Sarasota Waterfront

3 out of 5
7150 N Tamiami Trail Sarasota FL
29.81 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
515 Beach Rd Siesta Key FL
14.67 km from city center
Stay at this vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Sep 22 - Tue, Sep 29
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 22 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 29, priced at $237 found 5 days ago
Southwest Airlines
Wed, May 27 - Tue, Jun 2
MDW
Midway Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, May 27 from Midway Intl. to Sarasota-Bradenton Intl., returning Tue, Jun 2, priced at $237 found 3 days ago
JetBlue Airways
Tue, Jul 21 - Thu, Jul 30
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 5 hours ago
$237
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Jul 21 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Jul 30, priced at $237 found 5 hours ago
American Airlines
Tue, Jun 9 - Wed, Jun 10
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 9 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Jun 10, priced at $250 found 1 day ago
United
Sat, May 9 - Fri, May 15
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
Select United flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Fri, May 15, priced at $252 found 2 days ago